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Information on EC 2.3.1.219 - demethoxycurcumin synthase and Organism(s) Curcuma longa and UniProt Accession C0SVZ6
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2.3.1.219 demethoxycurcumin synthaseIUBMB Comments
A polyketide synthase from the plant Curcuma longa (turmeric). Three isoforms exist, CURS1, CURS2 and CURS3. While CURS1 and CURS2 prefer feruloyl-CoA as a starter substrate (cf. EC 2.3.1.217, curcumin synthase), CURS3 can accept 4-coumaroyl-CoA equally well .
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The taxonomic range for the selected organisms is: Curcuma longa
The enzyme appears in selected viruses and cellular organisms
The enzyme appears in selected viruses and cellular organisms
Reaction Schemes
Synonyms
curcumin synthase, CURS, CURS1, CURS2, CURS3, ZoCURS, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
4-coumaroyl-CoA + feruloylacetyl-CoA + H2O = 2 CoA + demethoxycurcumin + CO2
(1)
4-coumaroyl-CoA + (4-coumaroyl)acetyl-CoA + H2O = 2 CoA + bisdemethoxycurcumin + CO2
(2)
PATHWAY SOURCE
PATHWAYS
SYSTEMATIC NAME
IUBMB Comments
4-coumaroyl-CoA:feruloylacetyl-CoA feruloyltransferase (demethoxycurcumin-forming)
A polyketide synthase from the plant Curcuma longa (turmeric). Three isoforms exist, CURS1, CURS2 and CURS3. While CURS1 and CURS2 prefer feruloyl-CoA as a starter substrate (cf. EC 2.3.1.217, curcumin synthase), CURS3 can accept 4-coumaroyl-CoA equally well [1].
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + 2 CO2 + CoA
preferred activity of CURS3
-
-
?
4-coumaroyl-CoA + feruloylacetyl-CoA
demethoxycurcumin + CO2 + CoA
preferred activity of CURS3
-
-
?
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + 2 CO2 + CoA
preferred activity of CURS3
-
-
?
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + CO2 + CoA
-
-
-
-
?
(4-coumaroyl)acetyl-CoA + feruloyl-CoA + H2O
demethoxycurcumin + CO2 + CoA
-
-
-
-
?
4-coumaroyl-CoA + cinnamoyl-diketide-N-acetylcysteamine + H2O
CoA + cinnamoyl-4-coumaroylmethane + N-acetylcysteamine
-
-
-
-
?
cinnamoyl-CoA + cinnamoyl-diketide-N-acetylcysteamine + H2O
CoA + dicinnamoylmethane + N-acetylcysteamine
-
low activity
-
-
?
4-coumaroyl-CoA + feruloylacetyl-CoA
demethoxycurcumin + CO2 + CoA
preferred activity of CURS3
-
-
?
additional information
?
-
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, cf. EC 2.3.1.217, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, cf. EC 2.3.1.217, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, cf. EC 2.3.1.217, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, cf. EC 2.3.1.217, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, cf. EC 2.3.1.217, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, cf. EC 2.3.1.217, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, cf. EC 2.3.1.217, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, cf. EC 2.3.1.217, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA, cf. EC 2.3.1.217. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA, cf. EC 2.3.1.217. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA, cf. EC 2.3.1.217. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
additional information
?
-
substrate specificity, overview. CURS2 prefers feruloyl-CoA as a starter substrate, while CURS3 is equally active with both feruloyl-CoA and 4-coumaroyl-CoA, cf. EC 2.3.1.217. Thus, CURS2 synthesizes curcumin or demethoxycurcumin and CURS3 synthesizes curcumin, bisdemethoxycurcumin and demethoxycurcumin
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + 2 CO2 + CoA
preferred activity of CURS3
-
-
?
4-coumaroyl-CoA + feruloylacetyl-CoA
demethoxycurcumin + CO2 + CoA
preferred activity of CURS3
-
-
?
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + 2 CO2 + CoA
preferred activity of CURS3
-
-
?
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + CO2 + CoA
-
-
-
-
?
(4-coumaroyl)acetyl-CoA + feruloyl-CoA + H2O
demethoxycurcumin + CO2 + CoA
-
-
-
-
?
4-coumaroyl-CoA + feruloylacetyl-CoA
demethoxycurcumin + CO2 + CoA
preferred activity of CURS3
-
-
?
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
-
kinetic analysis of CURS, overview
-
0.085
4-coumaroyl-CoA
-
pH 8.0, 37°C, with cinnamoyl-diketide-N-acetylcysteaminyl-CoA
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
3.15
4-coumaroyl-CoA
-
pH 8.0, 37°C, with cinnamoyl-diketide-N-acetylcysteaminyl-CoA
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
evolution
the enzyme belongs to the Type III polyketide synthase family. A Cys-His-Asn catalytic triad is conserved in all known type III PKSs
evolution
metabolism
-
the enzyme catalyzes a step in the curcuminoid biosynthesis, pathway overview
additional information
-
CURS can collaborate with curcumin synthase, DCS, EC 2.3.1.218, which provides the substrate feruloylacetyl-CoA from condensation of feruloyl-CoA and malonyl-CoA, overview
evolution
the enzyme belongs to the Type III polyketide synthase family. A Cys-His-Asn catalytic triad is conserved in all known type III PKSs
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
CURS1, DNA and amino acid sequence determination and analysis, expression analysis by quantitative real time PCR
CURS2, DNA and amino acid sequence determination and analysis, expression analysis by quantitative real time PCR
CURS3, DNA and amino acid sequence determination and analysis, expression analysis by quantitative real time PCR
DNA and amino acid sequence determination and analysis, expression analysis by quantitative real-time PCR, recombinant expression as N-terminally His-tagged enzyme in Escherichia coli strain BL21(DE3)
-
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Katsuyama, Y.; Kita, T.; Horinouchi, S.
Identification and characterization of multiple curcumin synthases from the herb Curcuma longa
FEBS Lett.
583
2799-2803
2009
Curcuma longa, Curcuma longa (C0SVZ6), Curcuma longa (C6L7V8), Curcuma longa (C6L7V9)
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Release 2023.1 (January 2023)
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